Quinone-Derived π-Extended Phenazines as New Fluorogenic Probes for Live-Cell Imaging of Lipid Droplets.

Autor: de Moliner F; Medical Research Council Centre for Inflammation Research, The University of Edinburgh, Edinburgh, United Kingdom., King A; Medical Research Council Centre for Inflammation Research, The University of Edinburgh, Edinburgh, United Kingdom., Dias GG; Institute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, Belo Horizonte, Brazil., de Lima GF; Institute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, Belo Horizonte, Brazil., de Simone CA; Institute of Physics, University of São Paulo, São Carlos, Brazil., da Silva Júnior EN; Institute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, Belo Horizonte, Brazil., Vendrell M; Medical Research Council Centre for Inflammation Research, The University of Edinburgh, Edinburgh, United Kingdom.
Jazyk: angličtina
Zdroj: Frontiers in chemistry [Front Chem] 2018 Aug 13; Vol. 6, pp. 339. Date of Electronic Publication: 2018 Aug 13 (Print Publication: 2018).
DOI: 10.3389/fchem.2018.00339
Abstrakt: We describe a new synthetic methodology for the preparation of fluorescent π-extended phenazines from the naturally-occurring naphthoquinone lapachol. These novel structures represent the first fluorogenic probes based on the phenazine scaffold for imaging of lipid droplets in live cells. Systematic characterization and analysis of the compounds in vitro and in cells led to the identification of key structural features responsible for the fluorescent behavior of quinone-derived π-extended phenazines. Furthermore, live-cell imaging experiments identified one compound (P1) as a marker for intracellular lipid droplets with minimal background and enhanced performance over the lipophilic tracker Nile Red.
Databáze: MEDLINE